Director, Project Portfolio Management

Job Summary

The PMO Director is responsible for establishing, leading, and continuously improving Dewpoint’s enterprise project management discipline, methodologies, governance, portfolio management capabilities, and delivery excellence standards. Working in concert with the Vice President of Service Delivery this role will define, implement, and institutionalize “The Dewpoint Way”— a scalable, repeatable framework for project execution that reflects Dewpoint’s core values of customer experience, integrity, teamwork, agility, learning, accountability, and profitable growth.

The PMO Director will leverage artificial intelligence (AI), automation, advanced analytics, and portfolio management practices to drive operational efficiency, improve project outcomes, increase organizational visibility, and support profitable revenue growth. This leader will develop AI-enabled workflows, executive portfolio dashboards, KPI frameworks, delivery standards, governance processes, and performance measurement systems that enable Dewpoint to scale consistently while delivering exceptional client experiences.

Key Job Responsibilities

PMO Leadership & Strategy

• Establish and lead the enterprise PMO function.

• Develop and execute a multi-year PMO maturity roadmap aligned with business growth objectives.

• Define governance models, project lifecycle standards, and delivery frameworks.

• Serve as the owner of project management methodologies, standards, templates, tools, and reporting with direct support from the Vice President of Service Delivery.

• Introduce transparency across all project portfolios such that departmental and individual accountability may become commonplace.

Define and Institutionalize 'The Dewpoint Way' for Project Execution

• Design and implement a standardized project delivery methodology known as “The Dewpoint Way.”

• Establish best practices for:

- Project intake
- Discovery
- Planning
- Project Staffing
- Execution
- Risk Management
- Client Communication
- Scope Management
- Cost Management
- Quality Assurance
- Change Management
- Project Closure

• Create playbooks, templates, training materials, and governance procedures.

• Ensure delivery practices reflect Dewpoint’s commitment to customer experience, integrity, teamwork, agile execution, and performance accountability.

• Promote continuous improvement through lessons learned, project retrospectives, and knowledge-sharing programs.

AI-Enabled Delivery Transformation

Within the confines of the PMO scope, Identify and implement AI technologies that improve project planning, execution, reporting, forecasting, and resource management.

• Develop AI-powered workflows that:

- Automate project status reporting
- Generate project summaries and executive briefings
- Predict schedule and budget risks
- Identify resource constraints
- Improve capacity planning
- Accelerate project documentation creation
- Support knowledge management and project intelligence

• Partner with business leaders to identify automation opportunities that improve operational efficiency and client outcomes.

• Establish governance and responsible AI practices for project management processes.

Required Qualifications

Education

• Bachelor’s degree in Business, Information Technology, Engineering, Operations, or related field.

• 10+ years of project, program, or portfolio management experience.

• 5+ years leading project delivery, or transformations involving people, process, and technology.

• Experience building PMO functions from the ground up.

• Proven success implementing portfolio management and governance frameworks.

• Experience leading digital transformation, business process improvement, or operational excellence initiatives.

• Experience deploying AI, analytics, automation, or business intelligence solutions in delivery environments.

Certifications (Preferred)

• Master’s degree in applicable field

• PMP (Project Management Professional)

• PgMP (Program Management Professional)

• PMI-PMOCP or equivalent

• Agile/Scrum certifications

• Microsoft Power Platform or AI certifications

Dewpoint Core Competencies

• Vision and Strategy - Supports Strategy and Vision and can clearly articulate to their team

• Customer and Team Focus - Builds rapport within and between teams. Develops trusted relationships with customers up through the Director level

• Effective Communicator - Able to convey technical concepts and rationale of ideas and decisions to teams with clarity in multiple ways

• Adaptability - Able to respond to chaos and ambiguity within teams and between teams

• Accountability - Owns problems, issues and outcomes within their team. Holds self and others accountable for achieving team results

• Collaboration - Works effectively within team and across teams to solve problems and solution opportunities

• Critical Thinking - Examines issues, ideas and situations to impact results and implement improvements

• Coach and Mentor - Coaches others on tools, process, technologies, best practices and personal skills such as communication and collaboration

Measured By

Success Measures (First 24-36 Months)

The PMO Director will be considered successful when this individual has:

1. Defined and deployed The Dewpoint Way project delivery methodology.

2. Implemented executive portfolio dashboards with real-time visibility.

3. Established standardized enterprise KPIs and reporting.

4. Increased project delivery predictability and profitability.

5. Implemented AI-enabled workflows reducing administrative effort.

6. Improved resource forecasting and utilization.

7. Created a scalable governance model supporting company growth.

8. Developed a culture of delivery excellence and accountability.

9. Increased customer satisfaction through consistent project execution.

10. Positioned the PMO as a strategic growth enabler for Dewpoint.

Success criteria will be defined, adjusted and prioritized mutually between the Director and the VP of Service Delivery. Expectations, annual goals, and success measures will not be a surprise and will be revisited every 6 months.

Minimum Physical Expectations

• Physical activity that often requires keyboarding, sitting, phone work, and filing

• Physical activity that often requires extensive time working on a computer

• Physical activity may require lifting under 25 lbs.

• Physical activity that sometimes requires travel – car, train, and/or air

• Physical activity that sometimes requires bending, stooping, reaching, climbing, kneeling, and/or twisting

• Specific vision abilities required include close vision, depth perception, and the ability to adjust and focus

• Must hear and speak well enough to conduct business over the telephone or face to face (in English) for long periods of time

Minimum Environmental Expectations

• This position will require working indoors. Typical workweek is eight (8) hour workdays, five (5) days per week with some weekend work, as well as longer hours as needed.